[(1S,2R,3R,4S,5S,6S,8R,9R,10S,13S,16S,17R,18S)-11-ethyl-8,9-dihydroxy-6,16,18-trimethoxy-4-(2-methylpropanoyloxy)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-acetamidobenzoate

Details

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Internal ID e479b93e-0bad-4cde-b362-2938bae882f1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1S,2R,3R,4S,5S,6S,8R,9R,10S,13S,16S,17R,18S)-11-ethyl-8,9-dihydroxy-6,16,18-trimethoxy-4-(2-methylpropanoyloxy)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-acetamidobenzoate
SMILES (Canonical) CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC(=O)C(C)C)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)C
SMILES (Isomeric) CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@@H]([C@]([C@H]31)([C@]5(C[C@@H]([C@@H]6C[C@@H]4[C@@H]5[C@H]6OC(=O)C(C)C)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)C
InChI InChI=1S/C37H52N2O10/c1-8-39-17-34(18-48-32(42)21-11-9-10-12-24(21)38-20(4)40)14-13-26(46-6)36-23-15-22-25(45-5)16-35(43,27(23)28(22)49-31(41)19(2)3)37(44,33(36)39)30(47-7)29(34)36/h9-12,19,22-23,25-30,33,43-44H,8,13-18H2,1-7H3,(H,38,40)/t22-,23+,25-,26-,27+,28-,29+,30-,33-,34-,35+,36-,37-/m0/s1
InChI Key HSMSTEOBVIMRFO-RMWYDLKUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H52N2O10
Molecular Weight 684.80 g/mol
Exact Mass 684.36219586 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.65
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,4S,5S,6S,8R,9R,10S,13S,16S,17R,18S)-11-ethyl-8,9-dihydroxy-6,16,18-trimethoxy-4-(2-methylpropanoyloxy)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-acetamidobenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5074 50.74%
Caco-2 - 0.8344 83.44%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6053 60.53%
OATP2B1 inhibitior - 0.5759 57.59%
OATP1B1 inhibitior + 0.8514 85.14%
OATP1B3 inhibitior + 0.9315 93.15%
MATE1 inhibitior - 0.8046 80.46%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9538 95.38%
P-glycoprotein inhibitior + 0.7613 76.13%
P-glycoprotein substrate + 0.7853 78.53%
CYP3A4 substrate + 0.7398 73.98%
CYP2C9 substrate - 0.5968 59.68%
CYP2D6 substrate - 0.8080 80.80%
CYP3A4 inhibition - 0.7602 76.02%
CYP2C9 inhibition - 0.8259 82.59%
CYP2C19 inhibition - 0.8413 84.13%
CYP2D6 inhibition - 0.8838 88.38%
CYP1A2 inhibition - 0.8781 87.81%
CYP2C8 inhibition + 0.7925 79.25%
CYP inhibitory promiscuity - 0.9319 93.19%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6603 66.03%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9225 92.25%
Skin irritation - 0.7829 78.29%
Skin corrosion - 0.9377 93.77%
Ames mutagenesis - 0.7040 70.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7395 73.95%
Micronuclear + 0.8100 81.00%
Hepatotoxicity - 0.6016 60.16%
skin sensitisation - 0.8769 87.69%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6571 65.71%
Acute Oral Toxicity (c) III 0.6228 62.28%
Estrogen receptor binding + 0.8362 83.62%
Androgen receptor binding + 0.7704 77.04%
Thyroid receptor binding + 0.5862 58.62%
Glucocorticoid receptor binding + 0.6999 69.99%
Aromatase binding + 0.7155 71.55%
PPAR gamma + 0.7670 76.70%
Honey bee toxicity - 0.6820 68.20%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9129 91.29%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.48% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.13% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.30% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 94.93% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.05% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.04% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.97% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.91% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 91.68% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.64% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.39% 92.62%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.75% 89.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.61% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.78% 82.69%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.46% 93.03%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.26% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.13% 99.23%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 85.48% 92.67%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.43% 97.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.91% 91.07%
CHEMBL2996 Q05655 Protein kinase C delta 84.86% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.82% 95.89%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 84.26% 96.67%
CHEMBL5028 O14672 ADAM10 83.81% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.45% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.67% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.63% 95.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Delphinium scabriflorum

Cross-Links

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PubChem 163044296
LOTUS LTS0060288
wikiData Q105033124